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Pyridine → 5,7-Dichloro-1h-indol-2-carboxylic acid [4-(thiazol-2-ylsulfamoyl)-phenyl]-amide
関与物質
| 役割 | 名称 | HCID | 仕込み量 |
|---|---|---|---|
| 反応物 | Pyridine | HCID 1049 | — |
| 反応物 | Sulfathiazole | HCID 5340 | — |
| 反応物 | 5,7-Dichloro-indole-2-carbonylchloride | HCID 13466372 | — |
| 溶媒 | Dichloromethane | HCID 6344 | — |
| 生成物 | 5,7-Dichloro-1h-indol-2-carboxylic acid [4-(thiazol-2-ylsulfamoyl)-phenyl]-amide | HCID 57936378 | 90% |
反応手順
To a solution of 5,7-dichloro-indole-2-carbonylchloride (186 mg, 0.75 mmol) in pyridine (0.8 mL, 1 mmol) and DCM (5.2 mL) was added N′-(2-thiazolyl)sulfanilamide (128 mg, 0.5 mmol) and the reaction mixture stirred at rt for 16 h. The resulting solid was filtered, washed with DCM (3×5 mL), and dried under vacuum overnight to provide the product (0.21 g; yield=90%) as a white-green solid. 1H-NMR (DMSO-d6) 12.78 (s, 1H), 12.33 (s, 1H), 10.67 (s, 1H), 7.97 (d, J=7.0 Hz, 2H), 7.82 (d, J=7.0 Hz, 2H), 7.62 (d, J=1.5 Hz, 1H), 7.47 (s, 1H), 7.30 (d, J=1.7 Hz, 1H), 7.27 (d, J=4.6 Hz, 1H), 6.84 (d, J=4.6 Hz, 1H). LC/MS (10-99%) M/Z: M+1 obs=467.0; tR=3.12 min.
情報源と証拠
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| 特許番号 | US07615563B2 |
| 出典データセット | uspto-grants-2009_11 |
| ORD ID | ord-1906f36151f141339cbf08b518e5bafd |
| 出典メモ | uspto-grants-2009_11 |